500 Ashland Loop Rd, Ashland, OR 97520
Property image
Property image
FOR SALE
3D VIEW
2 ACRES

$2,500,000

  • 5 Beds
  • 7 Baths
  • 6,033 sqft (on 2 acres)

500 Ashland Loop Rd, Ashland, OR 97520

Est. Mortgage $14,944/mo*
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Home Highlights

Single-Family Home
Built in 1995
2 acre lot
$414/sqft
5 Car Garage

Local Information

  • Map ViewExplore the area around 500 Ashland Loop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows
Last check for updates: about 20 hours ago
Listing courtesy of John L. Scott Medford, 5419446000
Source: Oregon Datashare, MLS#220220624
Also Listed on Oregon Datashare.

Home Details for 500 Ashland Loop Rd

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Exterior EntryWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7
Dimensions and Layout
Living Area: 6033 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Refrigerator, Washer, Water Heater, Wine RefrigeratorDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling
Heating: Fireplace(s),Forced Air,Natural Gas,Radiant,WoodHas CoolingAir Conditioning: Central Air,OtherHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Fireplace: Gas, Great Room, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Aluminum Frames, Double Pane Windows, Skylight(s), Wood FramesFlooring: Carpet, Hardwood, Laminate, TileCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Accessible Bedroom, Accessible Entrance, Accessible Full Bath, Accessible Hallway(s)ElevatorFloors: Carpet, Hardwood, Laminate, Tile
View
Has a ViewView: Mountain(s), City, Forest, Panoramic, Valley
Security
Security: Carbon Monoxide Detector(s), Fire Sprinkler System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: Covered, Patio, Porch, Terrace, Wrap AroundFencing: FencedOther Structures: Greenhouse, Guest House, Kennel/Dog Run, RV/Boat Storage, Second Garage, Shed(s), StorageFoundation: Block, Brick/Mortar, Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Asphalt,Attached,Detached,Driveway,Garage Door Opener,RV Access/Parking,Shared Driveway
Frontage
Road Frontage: Shared AccessRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 32Days on Market: 130

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Chalet,Northwest
Building
Construction Materials: Concrete, FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: 2 Mirrors in Main HouseIncluded in Sale: W/D, TV in Dining RoomParcel Number: 10784491

Price & Status

Price
List Price: $2,500,000Price Per Sqft: $414

Media

Location

Direction & Address
City: Ashland
School Information
Elementary School: Walker ElemJr High / Middle School: Ashland MiddleHigh School: Ashland High

Agent Information

Listing Agent
Listing ID: 220220624

Building

Building Area
Building Area: 5313 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 220220624Attribution Contact: 5419446000

Around this home

What Locals Say about Ashland

At least 116 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 84 % Say people would walk alone at night

  • 79 % Say it's walkable to grocery stores

  • 77 % Say it's walkable to restaurants

  • 77 % Say yards are well-kept

  • 73 % Say there's holiday spirit

  • 67 % Say neighbors are friendly

  • 67 % Say parking is easy

  • 67 % Say car is needed

  • 66 % Say it's quiet

  • 64 % Say there are sidewalks

  • 60 % Say kids play outside

  • 55 % Say streets are well-lit

  • 51 % Say they plan to stay for at least 5 years

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Larm1
    "I’ve lived here for three years now. The neighbours are friendly and accommodating. Disputes are rare and solved between the disgruntled- outside help is not sought. Kids free range and enjoy the bountiful outdoor life. It’s quite ideal for singles, families alike. "
    1
    Flag
  • Larm1
    "The open outdoor space is plentiful. The parks are safe and clean. The inhabitants are helpful and polite. "
    0
    Flag
  • Larm1
    "It’s a pet friendly place. The bears are not puff ball fans mind you - but the bipeds are. Plenty of running places. Dog walking paths and feee running water. "
    0
    Flag
  • Larm1
    "There is a lot of outdoor space. Hiking trails. Playgrounds. Ball courts. The locals use the space widely and often. Great place for families to enjoy fresh air and sunshine. "
    0
    Flag
  • Fionao.robinette
    "There’s so many places to walk your dogs. There is a lot of pet friendly cafés. If you’re a service dog owner like me you’re very welcome all over Ashland. And most dogs you encounter are friendly."
    0
    Flag
  • Larm1
    "This is the home of the Oregon Shakespeare festival. It has not been a summer only thing for years now. It runs from March through November. In addition there are numerous other play houses and troupes. Always something g to do. "
    0
    Flag
  • Larm1
    "Multiple trails for dogs (and people). Loads of things to chase - from deer to turkeys - steer them clear of the bears though - they might chase back. "
    0
    Flag
  • Larm1
    "The area is full of people who want to be a part of community. They are proud of their land and of the town they have nourished. They enjoy the great outdoors "
    0
    Flag
  • Kaylin
    "The people are kind and care about the community. It’s a lovely place to spend holidays as well. The town has a very nice appeal."
    0
    Flag
  • Larm1
    "Good public schools. Good restaurants. People are kind Good environment for children and families. "
    0
    Flag
  • Pratt_5
    "People are walking their dogs daily. Plenty of sidewalks and trails for fun times with your companion."
    0
    Flag
  • Alicia Rowe
    "Ashland is a lovely community for families and retirees. Peaceful, safe, and naturally beautiful. A true gem of a town. "
    0
    Flag
  • Larm1
    "4th of July parade. Pride parade. Halloween parade. Lighting of the lights in December. Shakespeare festival plays. Music on the green and at the shellback. "
    0
    Flag
  • Larm1
    "This area sports many great attributes for both parents and children. Good schools. Safe neighbourhoods. Easy bike roads. Low crime. Plenty of children to make friends. Art programs. "
    0
    Flag
  • Larm1
    "Piece of cake. I can walk most places. Small town - and I live in town. Not much traffic. Roads are low speed - which is kind of lovely. "
    0
    Flag
  • Pratt_5
    "I am just moving to Ashland. Ideally my commute will be by EBike or a short drive. Even outside city limits, you are easily back in the city quick. "
    0
    Flag
  • lme
    "lithia park and other community parks with playgrounds are nice, safe. we often encounter young families. this is great for our kids who have been impacted by the covid isolation "
    0
    Flag
  • Larm1
    "On foot a lot. Also, by car. I live near shops restaurants and parks. These I walk to. Missing is a decent public transport that is frequent enough to rely on. Also needs a commuter to airport. "
    3
    Flag
  • Brianangelo369
    "some places are dog friendly and a lot of people have dogs. leashes are required most everywhere in town"
    0
    Flag
  • Aaron G.
    "Most things are walkable or bikeable. The town is very easy to get around. Public transit is somewhat sporadic. Uber is almost non-existent."
    0
    Flag
  • Jeff T.
    "I think they like the idea that it was a really dog friendly area as long as they pick up their Doodoo. There are lots of dogs here and people seem to be dog friendly."
    1
    Flag
  • Onelove2285
    "Everyone has dogs. They are very popular. We let them run around, and they are friends. We live in Tolman Heights. "
    1
    Flag
  • Jeff T.
    "Awesome and short. No traffic and friendly drivers. It’s hard to describe it as a true commute compared to the Bay Area "
    0
    Flag
  • Jeff T.
    " I love Ashland it is a very friendly place. It is the best move I have made coming from the bay area which is so rude and entitled. The people are friendly happy and very relaxed."
    0
    Flag
  • Ashland resident
    "It’s important to keep kids active in Ashland and luckily there are lots of different types of things to do. Sports, art, music, theater camps "
    0
    Flag
  • Peterfithian
    "Quiet, friendly neighborhood, sports park and nature preserve nearby. Easy access to downtown, and Lithia Park and hiking trails"
    0
    Flag
  • LVogel
    "Close to an elaborate trail system that is unique in flora and fauna. Very safe neighborhood and free of theft. To live so close to theater, art, restaurants and a great coop, and yet be able to head out the backdoor into hundreds of miles of trails is truly astonishing. It's also quiet, which is increasingly rare in this world."
    0
    Flag
  • lev
    "Parades, music, dance, and tons of nature. An involved and active community. A great coop, and lots of restaurants. Especially love the teahouse. The Britt Fest in Jacksonville is only 20 minutes away, and the coast Redwoods are two hours and 20 minutes by car. "
    1
    Flag
  • Antonio c
    "accepting and loving area, ergonomic and organic choices all around. Everyone is very friendly and helpful. All stores are nearby"
    0
    Flag
  • Chloe C.
    "I live close to many things and can get around easily. It’s very simple public transport and nice local places to go."
    0
    Flag
  • Sallywiggins
    "Halloween First Friday Art Show OSF SOU university nearby with sports, plays and music Near the Peace House "
    0
    Flag
  • Rc97404
    "I don’t find Ashland very friendly. Very unaccepting of me during my time here. If you’re not into walking everywhere or are a smoker, you get stared at. "
    0
    Flag
  • Tammymlord35
    "i have lived here for the past 20 yrs and I live the sense of community. it's a great place to have a family. Ashland is a very unique town, it is surrounded by beauty."
    0
    Flag
  • Demecioortiz
    "I’ve lived in this neighborhood off and on again for the last 19 years. I love it and this side of Ashland. The families that live here are very friendly. "
    4
    Flag
  • Haley j.
    "Safe friendly and centrally local to everything. Close safe parks near by for kids and adult recreation "
    0
    Flag

Market trends in Ashland

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$544K
$2.58KMoM
Sale-to-List Price
98.7%
0.1%MoM
Price per sq ft
$313
$0MoM
Available listings
205
11MoM

Home Value

Trulia Estimate
$2.31M
Since last month
Decreased$21K (-0.9%)
Since last year
Decreased$333K (-12.6%)
Since last sale
Increased$851K (+58.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +75% in the last 10 years
MonthEstimated value
2026
September 2026$2.3M
August 2026$2.3M
July 2026$2.32M
June 2026$2.35M
May 2026$2.4M
April 2026$2.13M
March 2026$2.62M
February 2026$2.61M
January 2026$2.6M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
611 Forest St, Ashland, OR
0.20
Single-Family Home
$1,242,500
07/10/26
3
3
3,460
514 Granite St, Ashland, OR
0.52
Single-Family Home
$979,500
03/17/26
4
4
2,890
769 Lisa Ln, Ashland, OR
0.18
Single-Family Home
$640,000
07/31/26
4
4
2,697
580 Weller Ln, Ashland, OR
0.23
Single-Family Home
$735,000
04/28/26
4
3
2,984
1320 Prospect St, Ashland, OR
0.73
Single-Family Home
$785,575
10/15/25
6
4
4,478
796 Forest St, Ashland, OR
0.31
Single-Family Home
$695,000
06/09/26
4
3
2,902
610 Beach St, Ashland, OR
0.42
Single-Family Home
$820,000
06/16/26
4
3
2,344
520 Glenview Dr, Ashland, OR
0.40
Single-Family Home
$690,000
07/24/26
3
3
2,627
645 Glenwood Dr, Ashland, OR
0.43
Single-Family Home
$675,000
03/11/26
4
2
2,448
425 Merrill Cir, Ashland, OR
0.48
Single-Family Home
$869,000
08/14/26
4
3
2,553

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
500 Waterline Rd, Ashland, OR 97520
0.08
$985,900
4
5
4,338
Off Market
462 Waterline Rd, Ashland, OR 97520
0.08
$671,600
4
3
3,176
Off Market
526 Waterline Rd, Ashland, OR 97520
0.07
-
-
-
-
Off Market
461 Waterline Rd, Ashland, OR 97520
0.13
$766,000
4
4
3,404
For Sale
650 Weller Ln, Ashland, OR 97520
0.11
$731,500
4
4
2,644
Off Market
485 Waterline Rd, Ashland, OR 97520
0.13
$790,000
4
4
3,014
For Sale
724 Terrace St, Ashland, OR 97520
0.13
$762,100
4
3
2,231
Off Market
843 Morton St, Ashland, OR 97520
0.11
$736,400
4
3
2,542
Off Market
Weller Ln, Ashland, OR 97520
0.16
-
-
-
-
Off Market
375 Ashland Loop Rd, Ashland, OR 97520
0.16
$959,000
3
3
2,769
Off Market
925 Morton St, Ashland, OR 97520
0.12
$661,700
3
3
2,416
Off Market

Price and Tax history

DateEventPrice
May 11, 2026
Source: Oregon Datashare #220220624
Listed For Sale
$2,500,000
Oct 25, 2025
Source: Oregon Datashare #220205255
ListingRemoved
$2,820,000
Jul 4, 2025
Source: Oregon Datashare #220205255
Listed For Sale
$2,820,000
Nov 15, 2013
Source: Oregon Datashare #102942309
Sold
$1,450,000
Oct 16, 2013
Source: Agent Provided
Listed For Sale
$1,595,000

LGBTQ Local Legal Protections

John L. Scott Medford, 5419446000
© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Zillow Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-09-17 14:13:22 PDT

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Frequently asked questions about 500 Ashland Loop Rd

  • What is the estimated monthly payment for 500 Ashland Loop Rd?
    Based on a $2,500,000 list price with 20% down at today's rates, the estimated monthly payment for 500 Ashland Loop Rd is approximately $15,169 (about $13,531 principal & interest, $1,563 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 500 Ashland Loop Rd compare to homes in Ashland?
    500 Ashland Loop Rd is listed at $2,500,000, about 360% above the $544K median sale price in Ashland.
  • What do residents say about Ashland?
    Residents describe Ashland, OR as dog-friendly, walkable to grocery stores, and walkable to restaurants. See homes for sale in Ashland, OR.
  • What are the closest schools to 500 Ashland Loop Rd?
    The closest schools to 500 Ashland Loop Rd are Ashland High School (rated 9/10), Ashland Middle School (rated 7/10), Walker Elementary School (rated 10/10).
  • Does 500 Ashland Loop Rd have air conditioning?
    Yes, 500 Ashland Loop Rd has air conditioning.
  • Does 500 Ashland Loop Rd have laundry facilities?
    Yes, 500 Ashland Loop Rd has in-unit laundry.
500 Ashland Loop Rd, Ashland, OR 97520 is a 5 bedroom, 7 bathroom, 6,033 sqft single-family home built in 1995. This property is currently available for sale and was listed by Oregon Datashare on May 11, 2026. The MLS # for this home is MLS# 220220624.